$181 Find Cheap Flights from Hawaii to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 2/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$370
Overall average: $791
Hawaiian Airlines
Fri 1/16Sat 1/24
HNL - ORD • 1 stop
Cheapest non-stop
$532
Typical prices: $918-$1,363
American Airlines
Thu 1/15Thu 1/22
HNL - ORD • Non-stop
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Flight Deals
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Flight Deals

Cheap Flights from Hawaii to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

Fri, Jan 16 - Sat, Jan 24
Hawaiian Airlines Logo
8:17 am - 2:29 pmHNL-ORD
26h 12m1 stop
Hawaiian Airlines Logo
3:44 pm - 12:48 pmORD-HNL
25h 04m1 stop
$370Hawaiian Airlines
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Thu, Jan 15 - Thu, Jan 22
Hawaiian Airlines Logo
11:59 pm - 2:29 pmOGG-ORD
10h 30m1 stop
Hawaiian Airlines Logo
9:00 am - 10:59 pmORD-OGG
17h 59m1 stop
$372Hawaiian Airlines
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Tue, Mar 3 - Wed, Mar 4
Alaska Airlines Logo
6:00 am - 11:59 pmITO-ORD
13h 59m2 stops
Alaska Airlines Logo
3:07 pm - 4:00 pmORD-ITO
28h 53m2 stops
$374Alaska Airlines
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Thu, Jan 29 - Tue, Feb 3
Alaska Airlines Logo
8:17 am - 11:37 pmHNL-ORD
11h 20m1 stop
Alaska Airlines Logo
9:00 am - 6:53 pmORD-HNL
13h 53m1 stop
$382Alaska Airlines
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Fri, Jan 16 - Sun, Jan 25
Multiple Airlines Logo
9:38 pm - 1:20 pmHNL-ORD
35h 42m2 stops
Multiple Airlines Logo
9:38 pm - 6:33 amORD-HNL
12h 55m1 stop
$391Multiple Airlines
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Thu, Jan 15 - Thu, Jan 22
Delta Logo
9:05 pm - 4:44 pmOGG-ORD
15h 39m2 stops
Delta Logo
7:30 am - 7:15 pmORD-OGG
15h 45m2 stops
$392Delta
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Thu, Jan 15 - Thu, Jan 22
Delta Logo
2:02 pm - 8:52 amOGG-MDW
14h 50m2 stops
Delta Logo
6:00 am - 3:37 pmMDW-OGG
13h 37m1 stop
$425Delta
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Thu, Jan 15 - Thu, Jan 22
Southwest Logo
9:35 pm - 1:45 pmOGG-MDW
12h 10m1 stop
Southwest Logo
5:05 am - 12:50 pmMDW-OGG
11h 45m1 stop
$469Southwest
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Wed, Dec 24 - Sun, Jan 11
Southwest Logo
8:20 am - 5:05 amHNL-MDW
16h 45m1 stop
Southwest Logo
8:35 pm - 11:15 amMDW-HNL
18h 40m1 stop
$469Southwest
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Mon, Jan 12 - Sun, Jan 18
Multiple Airlines Logo
2:44 pm - 1:15 pmHNL-RFD
42h 31m2 stops
Multiple Airlines Logo
1:24 pm - 10:15 pmRFD-HNL
12h 51m1 stop
$665Multiple Airlines
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Useful Info

Good to know

Low seasonJanuary
Cheapest flight$170
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Hilo to Chicago O'Hare Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $3,759
Business Class flights to Chicagofrom $3,402
Prem Econ Class flights to Chicagofrom $694
Economy Class flights to Chicagofrom $350